2-(5-bromopentyl)pyrazine | 800391-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(5-bromopentyl)pyrazine
• CAS: 800391-26-8
• 化学式: C₉H₁₃BrN₂
• 分子量: 229.12
• InChiKey: KKVFUOSOXPPZLK-UHFFFAOYSA-N

物化性质

• 沸点：
  301.5±32.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-二羟基苯甲酸甲酯 、 2-(5-bromopentyl)pyrazine 在 potassium carbonate 作用下， 生成
  参考文献：
  名称：

  Light-Harvesting Heptadecameric Porphyrin Assemblies

  摘要：

  New porphyrin assemblies containing 17 porphyrin molecules are constructed by using free base TPP-type porphyrins having eight pyrazine moieties 1. Spectroscopic titration of dimeric [meso-tetrakis(2-carboxy-4-nonylphenyl)porphyrinato]zinc(II) 2 with these porphyrins shows that the processes of the formation of the heptadecameric porphyrin assemblies may be analyzed as eight independent equilibrium processes with an identical binding constant. All binding constants are larger than 5 x 107 M-1 which is the determinable upper limit of the present titration method. In all cases, the fluorescence spectrum of the 1:8 mixture of 1 and 2 consists of the major fluorescence of 1 and the minor one of 2.pyrazine complex even in the presence of the large excess of the antenna pigments. The observed spectra are well reconstructed by the form of faF1 + fbF2, where F1 and F2 are the fluorescence of 1 and the 2.pyrazine complex measured separately at the corresponding concentrations. Interestingly, the general trend that values of fa are nearly equal to those of r564 x (1 - fb) in all cases is found, where r564 is the absorption ratios of the 2.pyrazine moiety and the central free base porphyrin in the assemblies at 564 nm. The observation indicates the excitation of the central porphyrin is directly enhanced by the absorption of the antenna pigments even in such large scale assemblies. Thus, the antenna effect for 1 having largest r564 results in 77 times fluorescence enhancement of the central free base porphyrin. The systems also show interesting dependency of energy-transfer efficiencies on the topological arrangement of the antenna elements.

  DOI：

  10.1021/ja017470t
• 作为产物：
  描述：

  2-甲基吡嗪 、 1,4-二溴丁烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 19.0h， 以53%的产率得到2-(5-bromopentyl)pyrazine
  参考文献：
  名称：

  非美国卟啉组装件-形成和组装件内部的能量转移反应。

  摘要：

  由一系列具有四个吡嗪部分的游离碱四苯基卟啉Pn构成的非异构卟啉组装体，该吡嗪部分连接有不同长度的烷基链（CH2）n（n = 1、5、9、17、30）和二聚体[meso-tetrakis（ ZnP2（2-羧基-4-壬基苯基）卟啉锌]（II）表现出有效的聚光效果，并且具有典型的从ZnP2到Pn的Forster型能量转移。

  DOI：

  10.1039/b408023h

文献信息

• Nonameric porphyrin assemblies ? formation and intra-assembly energy transfer reactions
  作者：Ken Sasaki、Kenji Sugou、Koji Miyamoto、Jyun-ichi Hirai、Shigetaka Tsubouchi、Hiroshi Miyasaka、Akira Itaya、Yasuhisa Kuroda

  DOI：10.1039/b408023h

  日期：——

  The nonameric porphyrin assemblies constructed with the series of free base tetraphenylporphyrins Pn having four pyrazine moieties linked with alkyl chains of different lengths, (CH2)n (n = 1, 5, 9, 17, 30), and dimeric [meso-tetrakis(2-carboxy-4-nonylphenyl)porphyrinato]zinc(II), ZnP2, show the effective light-collection effect and the typical Forster-type energy transfer from ZnP2 to Pn.

  由一系列具有四个吡嗪部分的游离碱四苯基卟啉Pn构成的非异构卟啉组装体，该吡嗪部分连接有不同长度的烷基链（CH2）n（n = 1、5、9、17、30）和二聚体[meso-tetrakis（ ZnP2（2-羧基-4-壬基苯基）卟啉锌]（II）表现出有效的聚光效果，并且具有典型的从ZnP2到Pn的Forster型能量转移。
• Light-Harvesting Heptadecameric Porphyrin Assemblies
  作者：Kenji Sugou、Ken Sasaki、Koji Kitajima、Toru Iwaki、Yasuhisa Kuroda

  DOI：10.1021/ja017470t

  日期：2002.2.1

  New porphyrin assemblies containing 17 porphyrin molecules are constructed by using free base TPP-type porphyrins having eight pyrazine moieties 1. Spectroscopic titration of dimeric [meso-tetrakis(2-carboxy-4-nonylphenyl)porphyrinato]zinc(II) 2 with these porphyrins shows that the processes of the formation of the heptadecameric porphyrin assemblies may be analyzed as eight independent equilibrium processes with an identical binding constant. All binding constants are larger than 5 x 107 M-1 which is the determinable upper limit of the present titration method. In all cases, the fluorescence spectrum of the 1:8 mixture of 1 and 2 consists of the major fluorescence of 1 and the minor one of 2.pyrazine complex even in the presence of the large excess of the antenna pigments. The observed spectra are well reconstructed by the form of faF1 + fbF2, where F1 and F2 are the fluorescence of 1 and the 2.pyrazine complex measured separately at the corresponding concentrations. Interestingly, the general trend that values of fa are nearly equal to those of r564 x (1 - fb) in all cases is found, where r564 is the absorption ratios of the 2.pyrazine moiety and the central free base porphyrin in the assemblies at 564 nm. The observation indicates the excitation of the central porphyrin is directly enhanced by the absorption of the antenna pigments even in such large scale assemblies. Thus, the antenna effect for 1 having largest r564 results in 77 times fluorescence enhancement of the central free base porphyrin. The systems also show interesting dependency of energy-transfer efficiencies on the topological arrangement of the antenna elements.